Chesterland Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Chesterland
Hotel Indigo Cleveland Downtown by IHG
651 Huron Rd E Cleveland OH
Fully refundable
The price is S$181 per night from 21 Jun to 22 Jun
S$181
21 Jun - 22 Jun
includes taxes & fees
8.4/10 Very Good! (1,685 reviews)
"Everything was excellent. Breakfast was good and the staff, even the valets were nice."
Reviewed on 26 May, 2026
The Westin Cleveland Downtown
777 Saint Clair Ave Ne Cleveland OH
Fully refundableReserve now, pay when you stay
The price is S$269 per night from 31 May to 1 Jun
S$269
31 May - 1 Jun
includes taxes & fees
8.8/10 Excellent! (2,183 reviews)
"Yes everything was outstanding"
Reviewed on 26 May, 2026
Hotel Cleveland, Autograph Collection
24 Public Sq Cleveland OH
Fully refundableReserve now, pay when you stay
The price is S$261 per night from 31 May to 1 Jun
S$261
31 May - 1 Jun
includes taxes & fees
9.2/10 Wonderful! (368 reviews)
"Amazing atmosphere, the architecture and design were so awe-inspiring to be around. The staff was incredibly helpful. Overall this is an amazing experience and would recommend it to anyone looking for a beautiful hotel with lots of character. The only thing is that the area feels a bit sketchy at ..."
Reviewed on 25 May, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
